Residential Single Family Residence in Oakland, $3M – $5M

Browse residential single family residence for sale in Oakland priced $3M – $5M. Active listings updated daily from the MLS.

49 Properties Found

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Single Family Residence

$5,000,000

4089 ISABELLA CIR

6 Bed8 BathMFRO6273887 MLS ID6,855 Sq Ft

NOVA REAL ESTATE SERVICES INC

Single Family Residence

$5,000,000

355 W ROYAL FLAMINGO DR

4 Bed3 BathMFRA4639822 MLS ID3,273 Sq Ft

KW SUNCOAST

Single Family Residence

$4,399,000

124 LEEWARD IS

5 Bed4 BathMFRTB8349062 MLS ID5,798 Sq Ft

BHHS FLORIDA PROPERTIES GROUP

Single Family Residence

$3,600,000

7465 GATHERING LOOP

10 Bed12 BathMFRO6278962 MLS ID7,300 Sq Ft

REAL BROKER, LLC

Single Family Residence

$3,295,000

4816 W SUNSET BLVD

5 Bed5 BathMFRTB8337971 MLS ID4,728 Sq Ft

COLDWELL BANKER REALTY

Single Family Residence

$4,299,000

515 BOSPHOROUS AVE

5 Bed6 BathMFRTB8347898 MLS ID5,573 Sq Ft

SMITH & ASSOCIATES REAL ESTATE

Single Family Residence

$3,800,000

4407 W DALE AVE

5 Bed7 BathMFRTB8344269 MLS ID7,204 Sq Ft

COMPASS FLORIDA, LLC

Single Family Residence

$3,975,000

1201 BAY DR

4 Bed4 BathMFRTB8348034 MLS ID3,335 Sq Ft

SMITH & ASSOCIATES REAL ESTATE

Single Family Residence

$3,250,000

1972 DOLPHIN BLVD S

3 Bed3 BathMFRTB8347362 MLS ID3,071 Sq Ft

RE/MAX METRO

Single Family Residence

$3,895,000

5003 W POE AVE

5 Bed7 BathMFRTB8346961 MLS ID5,693 Sq Ft

SMITH & ASSOCIATES REAL ESTATE

Single Family Residence

$3,395,000

3360 FOUNDERS CLUB DR

4 Bed5 BathMFRA4638528 MLS ID5,159 Sq Ft

COMPASS FLORIDA LLC

Single Family Residence

$3,995,000

Winter Garden, Orange, FL

4 Bed4 BathMFRO6276817 MLS ID4,070 Sq Ft

THE REAL ESTATE COLLECTION LLC

As of September 7, 2026 there are 49 active properties for sale in Oakland.

Across the 30 most recent listings the highest-priced property is $5,000,000 and the lowest can be purchased for $3,150,000, with an average listing price of $3,905,200.

Homes for sale in Oakland have an average price of $909 per square foot, based on the 30 most recent listings with an average of 4.8 bedrooms, 5.3 bathrooms, 4,789 square feet of living space.

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